$396,800
- 3 Beds
- 2 Baths
- 1,480 sqft
105 Rolling Way, Peekskill, NY 10566
Est. Refi. Payment $2,598/mo*
Refinance Your HomeCurrently Off Market - Sold Jan 8, 2016 for $170,000
Home Value
Trulia Estimate
$397KSince last month
Increased$9K (+2.4%)Since last year
Increased$28K (+7.6%)Since last sale
Increased$226K (+133.1%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +134% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $396K |
| July 2026 | $387K |
| June 2026 | $388K |
| May 2026 | $375K |
| April 2026 | $363K |
| March 2026 | $368K |
| February 2026 | $355K |
| January 2026 | $351K |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.46 | Single-Family Home | $200,000 | 04/23/26 | 3 | 1 | 1,168 | |
0.27 | Single-Family Home | $400,000 | 01/29/26 | 2 | 1.5 | 1,240 | |
0.18 | Single-Family Home | $275,000 | 02/09/26 | 3 | 1 | 1,200 | |
0.62 | Single-Family Home | $360,000 | 10/24/25 | 2 | 2 | 1,681 | |
0.23 | Single-Family Home | $350,000 | 01/09/26 | 3 | 1 | 1,200 | |
0.37 | Single-Family Home | $585,000 | 03/04/26 | 3 | 2 | 1,770 | |
0.29 | Single-Family Home | $559,000 | 05/22/26 | 3 | 2 | 1,248 | |
0.57 | Single-Family Home | $505,500 | 09/30/25 | 2 | 2 | 1,700 | |
0.72 | Single-Family Home | $310,000 | 11/14/25 | 3 | 2 | 1,850 | |
0.35 | Single-Family Home | $360,000 | 12/31/25 | 3 | 1 | 1,008 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.03 | $455,500 | 3 | 1.5 | 2,100 | Off Market | |
0.07 | $425,700 | 3 | 1.5 | 1,470 | Off Market | |
0.01 | $456,000 | 3 | 1.5 | 1,440 | Off Market | |
0.01 | $389,200 | 3 | 1.5 | 1,400 | Off Market | |
0.08 | $422,300 | 3 | 1.5 | 1,480 | Off Market | |
0.02 | $312,100 | 3 | 1.5 | 1,450 | Foreclosure | |
0.09 | $212,500 | 1 | 1 | 750 | Recently Sold | |
0.05 | $266,400 | 2 | 1 | 900 | Off Market | |
0.10 | $290,000 | 2 | 1 | 900 | Recently Sold | |
0.10 | $229,000 | 1 | 1 | 750 | Recently Sold | |
0.11 | $227,500 | 1 | 1 | 750 | Off Market | |
0.07 | $495,200 | 3 | 1.5 | 2,280 | Off Market |
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1965
Living Area
1,480 sqft
Price/Sqft
$268
About this House
Move right in to this spacious three bedroom town house in Historic Peekskill. This freshly painted condo has plenty of closet space, a private backyard space for your enjoyment. Pool/ Playground and clubhouse included. No additional fee for use. Enjoy all that Peekskill has to offer. Minutes to Metro North Peekskill train station. Just 1 Hr. to GCS. Close to all shopping, transportation , Trendy restaurants, Paramount theater, coffee shops and much more . Credit score of 650+ and background check. 1st months rent plus security . No Pets / No smoking .
105 Rolling Way, Peekskill, NY 10566 is a 3 bedroom, 2 bathroom, 1,480 sqft single-family home built in 1965. It last sold for $170,000 on Jan 8, 2016. More recently, it was listed as a rental in December 2019 with an asking price of $2,300 per month. That rental listing was removed on February 7, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $396,800, with a rent estimate of $3,676/month.
Home Details for 105 Rolling Way
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Heating & Cooling Heating: Baseboard, ElectricAir ConditioningCooling System: WallHeating Fuel: Baseboard |
Levels, Entrance, & Accessibility Floors: Hardwood |
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Year Built Year Built: 1965 |
Property Type / Style Property Type: Single Family HomeArchitecture: Other |
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Exterior Home Features Exterior: Vinyl, Brick |
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Units in Building: 1 |
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Lot Area: 2257 sqft |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Feb 7, 2020 Source: Agent Provided | ListingRemoved | $2,300 |
Dec 12, 2019 Source: Agent Provided | Listed For Rent | $2,300 |
Mar 7, 2016 Source: Agent Provided | ListingRemoved | $2,000 |
Jan 19, 2016 Source: Agent Provided | Listed For Rent | $2,000 |
Jan 8, 2016 Source: OneKeyยฎ MLS as distributed by MLS GRID #H4529646 | Sold | $170,000 |
Jul 30, 2015 Source: Agent Provided | PriceChange | $195,000 Price decreased by 2% |
Jun 24, 2015 Source: Agent Provided | Listed For Sale | $199,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | Unavailable | $228,333 |
Home facts updated by county records
Market trends in Peekskill
Last updated July 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
70
8MoM
Around this home
What Locals Say about Peekskill
At least 317 Trulia users voted on each feature.
81 % Say it's dog friendly
78 % Say there are sidewalks
76 % Say car is needed
73 % Say it's walkable to restaurants
72 % Say there's holiday spirit
71 % Say yards are well-kept
68 % Say parking is easy
66 % Say it's walkable to grocery stores
66 % Say kids play outside
63 % Say people would walk alone at night
61 % Say streets are well-lit
59 % Say neighbors are friendly
58 % Say it's quiet
56 % Say there's wildlife
55 % Say they plan to stay for at least 5 years
47 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Frequently asked questions about 105 Rolling Way
- What is 105 Rolling Way estimated to be worth?Trulia's estimated value for 105 Rolling Way in Peekskill, NY is $396,800.
- What is the price history for 105 Rolling Way?105 Rolling Way in Peekskill, NY last sold for $170,000 in January 2016.
- Is Peekskill a buyer's or seller's market?Peekskill is currently a seller's market, based on recent for-sale activity.
- What do residents say about Peekskill?Residents describe Peekskill, NY as dog-friendly, pedestrian-friendly, and walkable to restaurants. See recently sold homes in Peekskill, NY.
- Does 105 Rolling Way have air conditioning?Yes, 105 Rolling Way in Peekskill, NY has air conditioning.
- How big is the lot at 105 Rolling Way?The lot at 105 Rolling Way in Peekskill, NY is about 0.05 acres (2,257 sq ft).

